The singers were reportedly involved in a love triangle with Joshua Bassett Olivia Rodrigo and Sabrina Carpenter had a short and sweet interaction at the 2025 Grammy Awards. The "good 4 u" singer and "Espresso" hitmaker were seen in a fan video shared on X embracing at one point during the awards ceremony at the Crypto.

Sabrina Carpenter and Olivia Rodrigo were both at the 2025 Grammys, and while they wren't photographed together (despite a fan editing convincing everyone otherwise for a minute) they were filmed having a private conversation in the audience.